CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100710 (751)

Formula C₂₃H₂₂N₂O₃

MW 374.44

InChIKey KNBDJSXNOLEDNX-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.99

logP 3.4715

PSA 62.4

MR 110.909

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -10.01017

PM7_Total_Energy_ev -4378.21661

PM7_Electronic_Energy_ev -34719.27653

PM7_Dipole_Debye 8.55756

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.858

PM7_LUMO_Energy_ev -0.658

PM7_COSMO_Area_square_ang 397.48

PM7_COSMO_Volue_cubic_ang 446.86

PM7_Electron_Affinity_ev 0.658

PM7_Ionization_Energy_ev 8.858

PM7_Energy_Gap_ev 8.2

PM7_Global_Hardness_ev 4.1

PM7_Global_Softness_ev 0.24390243902439024

PM7_Chemical_Potential_ev -4.758

PM7_Electronigativity_ev 4.758

PM7_Back_Donation_Energy_ev -1.025

PM7_Electrophilicity_ev 2.760800487804878

OPENEYE_Name (1~{R},12~{S})-10-[(~{E})-3-(4-methoxyphenyl)prop-2-enoyl]-3,4-dimethyl-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-trien-7-one

SMILES c1cc(ccc1C=CC(=O)N2C3=CC(=O)c4c(c(c([nH]4)C)C)C35CC5C2)OC

Canonical_SMILES COc1ccc(cc1)/C=C/C(=O)N1C[C@@H]2[C@]3(C1=CC(=O)c1c3c(C)c([nH]1)C)C2

InChI 1/C23H22N2O3/c1-13-14(2)24-22-18(26)10-19-23(21(13)22)11-16(23)12-25(19)20(27)9-6-15-4-7-17(28-3)8-5-15/h4-10,16,24H,11-12H2,1-3H3

InChI_3D 1S/C23H22N2O3/c1-13-14(2)24-22-18(26)10-19-23(21(13)22)11-16(23)12-25(19)20(27)9-6-15-4-7-17(28-3)8-5-15/h4-10,16,24H,11-12H2,1-3H3/b9-6+/t16-,23+/m1/s1

AuxInfo 1/0/N:21,22,23,1,2,14,3,4,15,11,17,18,7,10,5,19,8,12,13,16,6,9,20,24,25,26,27,28/E:(4,5)(7,8)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s6;s3d4;d6;d7;;s9s11;d11;s5;w14;s15;;;s17s18;s6s13s17s19;s7;s10;;s9s10;s13s16s18;d12;d16;s8s23;s1;s2;s3;s4;s11;s14;s15;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;/rC:5.893,4.9793,0;4.1979,4.6093,0;5.6786,5.9614,0;3.9835,5.5914,0;5.1515,4.3083,0;1.5962,.3381,0;.9208,-.4105,0;4.7228,6.2724,0;1.0926,1.2117,0;;2.6119,2.0879,0;1.6009,2.0879,0;3.1146,1.2117,0;5.3648,3.3313,0;4.6253,2.6581,0;4.8386,1.6811,0;2.3171,-.6213,0;4.2098,.0088,0;3.2935,-.4051,0;2.6181,.3323,0;1.2834,-2.1225,0;-.8664,-.4994,0;5.249,7.9226,0;.1063,1.0028,0;4.0991,1.0079,0;1.1018,2.9544,0;5.7913,1.3773,0;4.5095,7.2494,0;6.3691,4.8267,0;3.8286,4.2722,0;6.0493,6.2969,0;3.5067,5.7419,0;2.8625,2.5206,0;5.8411,3.1794,0;4.1489,2.81,0;2.3388,-1.1208,0;1.8214,-.5559,0;4.6983,.1155,0;4.3669,-.4659,0;3.4513,-.8795,0;1.7725,-2.0189,0;.7942,-2.2261,0;1.387,-2.6117,0;-.6167,-.9326,0;-1.2996,-.7491,0;-1.1161,-.0662,0;5.5856,7.5529,0;4.9124,8.2923,0;5.6187,8.2592,0;-.265,1.3377,0;

Duplicates CHEMBL100710

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100710.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100710.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100710.sdf

Formula	C₂₃H₂₂N₂O₃
MW	374.44
InChIKey	KNBDJSXNOLEDNX-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.99
logP	3.4715
PSA	62.4
MR	110.909
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-10.01017
PM7_Total_Energy_ev	-4378.21661
PM7_Electronic_Energy_ev	-34719.27653
PM7_Dipole_Debye	8.55756
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.858
PM7_LUMO_Energy_ev	-0.658
PM7_COSMO_Area_square_ang	397.48
PM7_COSMO_Volue_cubic_ang	446.86
PM7_Electron_Affinity_ev	0.658
PM7_Ionization_Energy_ev	8.858
PM7_Energy_Gap_ev	8.2
PM7_Global_Hardness_ev	4.1
PM7_Global_Softness_ev	0.24390243902439024
PM7_Chemical_Potential_ev	-4.758
PM7_Electronigativity_ev	4.758
PM7_Back_Donation_Energy_ev	-1.025
PM7_Electrophilicity_ev	2.760800487804878
OPENEYE_Name	(1~{R},12~{S})-10-[(~{E})-3-(4-methoxyphenyl)prop-2-enoyl]-3,4-dimethyl-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-trien-7-one
SMILES	c1cc(ccc1C=CC(=O)N2C3=CC(=O)c4c(c(c([nH]4)C)C)C35CC5C2)OC
Canonical_SMILES	COc1ccc(cc1)/C=C/C(=O)N1C[C@@H]2[C@]3(C1=CC(=O)c1c3c(C)c([nH]1)C)C2
InChI	1/C23H22N2O3/c1-13-14(2)24-22-18(26)10-19-23(21(13)22)11-16(23)12-25(19)20(27)9-6-15-4-7-17(28-3)8-5-15/h4-10,16,24H,11-12H2,1-3H3
InChI_3D	1S/C23H22N2O3/c1-13-14(2)24-22-18(26)10-19-23(21(13)22)11-16(23)12-25(19)20(27)9-6-15-4-7-17(28-3)8-5-15/h4-10,16,24H,11-12H2,1-3H3/b9-6+/t16-,23+/m1/s1
AuxInfo	1/0/N:21,22,23,1,2,14,3,4,15,11,17,18,7,10,5,19,8,12,13,16,6,9,20,24,25,26,27,28/E:(4,5)(7,8)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s6;s3d4;d6;d7;;s9s11;d11;s5;w14;s15;;;s17s18;s6s13s17s19;s7;s10;;s9s10;s13s16s18;d12;d16;s8s23;s1;s2;s3;s4;s11;s14;s15;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;/rC:5.893,4.9793,0;4.1979,4.6093,0;5.6786,5.9614,0;3.9835,5.5914,0;5.1515,4.3083,0;1.5962,.3381,0;.9208,-.4105,0;4.7228,6.2724,0;1.0926,1.2117,0;;2.6119,2.0879,0;1.6009,2.0879,0;3.1146,1.2117,0;5.3648,3.3313,0;4.6253,2.6581,0;4.8386,1.6811,0;2.3171,-.6213,0;4.2098,.0088,0;3.2935,-.4051,0;2.6181,.3323,0;1.2834,-2.1225,0;-.8664,-.4994,0;5.249,7.9226,0;.1063,1.0028,0;4.0991,1.0079,0;1.1018,2.9544,0;5.7913,1.3773,0;4.5095,7.2494,0;6.3691,4.8267,0;3.8286,4.2722,0;6.0493,6.2969,0;3.5067,5.7419,0;2.8625,2.5206,0;5.8411,3.1794,0;4.1489,2.81,0;2.3388,-1.1208,0;1.8214,-.5559,0;4.6983,.1155,0;4.3669,-.4659,0;3.4513,-.8795,0;1.7725,-2.0189,0;.7942,-2.2261,0;1.387,-2.6117,0;-.6167,-.9326,0;-1.2996,-.7491,0;-1.1161,-.0662,0;5.5856,7.5529,0;4.9124,8.2923,0;5.6187,8.2592,0;-.265,1.3377,0;
Duplicates	CHEMBL100710
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100710.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100710.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100710.sdf